N2-Isobutyryl-2'-O-octadecylguanosine | 192564-86-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N2-Isobutyryl-2'-O-octadecylguanosine
• 英文别名: N-[9-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-octadecoxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide
• CAS: 192564-86-6
• 化学式: C₃₂H₅₅N₅O₆
• 分子量: 605.819
• InChiKey: HRFRDLYZTHJDNR-YUGARCTCSA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  43
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  147
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氨基腺嘌呤核苷 在 三甲基氯硅烷 作用下， 以 吡啶 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 N2-Isobutyryl-2'-O-octadecylguanosine
  参考文献：
  名称：

  Process for the preparation of 2'-O-alkyl purine phosphoramidites

  摘要：

  2'-O-烷基化鸟苷、尿苷、胞苷和2,6-二氨基嘌呤3'-O-磷酰胺酯是通过烷基化核苷前体、添加适当的阻断基团和磷酰化来制备的。烷基化是在2,6-二氨基-9-(β-D-核糖呋喃基)嘌呤上进行的，随后进行去氨基化以制备鸟苷2'-O-烷基化3'-O-磷酰胺酯。烷基化是在尿苷的二烷基基锡衍生物上进行的，以制备尿苷2'-O-烷基化3'-O-磷酰胺酯。烷基化是直接在胞苷上进行的，以制备胞苷2'-O-烷基化3'-O-磷酰胺酯。烷基化是直接在2,6-二氨基嘌呤上进行的，以制备2,6-二氨基嘌呤2'-O-烷基化3'-O-磷酰胺酯。

  公开号：

  US05646265A1

文献信息

• 2' -modified oligonucleotides
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US20030187240A1

  公开（公告）日：2003-10-02

  Compositions and methods are provided for the treatment and diagnosis of diseases amenable to modulation of the production of selected proteins. In accordance with preferred embodiments, oligonucleotides and oligonucleotide analogs are provided which are specifically hybridizable with a selected sequence of RNA or DNA wherein at least one of the 2′-deoxyfuranosyl moieties of the nucleoside unit is modified. Treatment of diseases caused by various viruses and other causative agents is provided.

  提供了用于治疗和诊断可调节选择蛋白质生成的疾病的组合物和方法。根据优选实施例，提供了可以与RNA或DNA的选择序列特异性杂交的寡核苷酸和寡核苷酸类似物，其中核苷酸单元的至少一个2'-脱氧呋喃糖基团被修饰。提供了治疗由各种病毒和其他致病因子引起的疾病的方法。
• Process for the preparation of 2'-O-alkyl guanosine and related compounds
  申请人：ISIS Pharmaceuticals

  公开号：US05506351A1

  公开（公告）日：1996-04-09

  An improved process for preparing 2'-O-substituted guanosine comprising reacting an unprotected 2,6-diaminopurine riboside with an alkyl halide in the presence of a sodium hydride or a base of equal strength followed by a deamination step with adenosine deaminase. Such modified guanosine molecules can be used to synthesize 2'-O-modified oligonucleotides. The above alkylating process can also be used to prepare 3'-O-alkyl- and 2',3'-di-O-alkyl-2,6-diaminopurine ribosides. The deamination of these nucleosides yields the corresponding guanosine derivatives.

  一种改进的制备2'-O-取代鸟苷的方法，包括在氢氧化钠或等强碱的存在下，将未保护的2,6-二氨基嘌呤核苷与烷基卤素反应，随后进行腺苷脱氨酶的脱氨步骤。这种修改后的鸟苷分子可用于合成2'-O-修饰的寡核苷酸。上述烷基化过程也可用于制备3'-O-烷基-和2',3'-二-O-烷基-2,6-二氨基嘌呤核苷。这些核苷的脱氨作用会产生相应的鸟苷衍生物。
• Oligonucleotides containing 2'-0-modified purines
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US20040048826A1

  公开（公告）日：2004-03-11

  Novel 2′-O-alkyl guanosine compounds are provided. In accordance with preferred embodiments compounds having the structure: 1 wherein X is R 1 —(R 2 ) n ; R 1 is C 3 -C 20 alkyl, C 4 -C 20 alkenyl or C 2 -C 20 alkynyl; R 2 is halogen, hydroxyl, thiol, keto, carboxyl, nitro, nitroso, nitrile, trifluoromethyl, trifluoromethoxy, O-alkyl, S-alkyl, NH-alkyl, N-dialkyl, O-aryl, S-aryl, NH-aryl, O-aralkyl, S-aralkyl, NH-aralkyl, amino, N-phthalimido, imidazole, azido, hydrazino, hydroxylamino, isocyanato, sulfoxide, sulfone, sulfide, disulfide, silyl, aryl, heterocycle, carbocycle, intercalator, reporter molecule, conjugate, polyamine, polyamide, polyalkylene glycol, polyether, a group that enhances the pharmacodynamic properties of oligonucleotides, or a group that enhances the pharmacokinetic properties of oligonucleotides; and n is an integer from 0 to about 6, are provided.

  本发明提供了新型的2'-O-烷基鸟苷化合物。根据优选实施例，所提供的化合物具有以下结构：1其中X为R1-(R2)n；R1为C3-C20烷基、C4-C20烯基或C2-C20炔基；R2为卤素、羟基、硫醇、酮、羧基、硝基、亚硝基、腈、三氟甲基、三氟甲氧基、O-烷基、S-烷基、NH-烷基、N-二烷基、O-芳基、S-芳基、NH-芳基、O-芳基烷基、S-芳基烷基、NH-芳基烷基、氨基、N-邻苯二甲酰亚胺基、咪唑基、叠氮基、肼基、羟胺基、异氰酸酯基、亚砜基、磺酰基、硫醚基、二硫化物基、硅烷基、芳基、杂环、碳环、插入剂、报告分子、共轭物、多胺、多酰胺、多烷基氧基、多醚、增强寡核苷酸药效学性质的基团或增强寡核苷酸药代动力学性质的基团；n为0到约6的整数。
• 2'-MODIFIED OLIGONUCLEOTIDES
  申请人：Cook Dan Phillip

  公开号：US20080032945A1

  公开（公告）日：2008-02-07

  Compositions and methods are provided for the treatment and diagnosis of diseases amenable to modulation of the production of selected proteins. In accordance with preferred embodiments, oligonucleotides and oligonucleotide analogs are provided which are specifically hybridizable with a selected sequence of RNA or DNA wherein at least one of the 2′-deoxyfuranosyl moieties of the nucleoside unit is modified. Treatment of diseases caused by various viruses and other causative agents is provided.

  本发明提供了用于治疗和诊断对调节所选蛋白质产生敏感的疾病的组合物和方法。根据优选实施例，提供了可以与RNA或DNA的所选序列特异性杂交的寡核苷酸和寡核苷酸类似物，其中核苷酸单元的至少一个2'-脱氧呋喃糖基团被修改。提供了治疗由各种病毒和其他致病因子引起的疾病的方法。
• Sugar modified oligonucleotides
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US06399754B1

  公开（公告）日：2002-06-04

  Compositions and methods are provided for the treatment and diagnosis of diseases amenable to modulation of the production of selected proteins. In accordance with preferred embodiments, oligonucleotides and oligonucleotide analogs are provided which are specifically hybridizable with a selected sequence of RNA or DNA wherein at least one of the 2′-deoxyfuranosyl moieties of the nucleoside unit is modified. Treatment of diseases caused by various viruses and other causative agents is provided.

  本发明提供了用于治疗和诊断易于调节选定蛋白质产生的疾病的组合物和方法。根据优选实施例，提供了寡核苷酸和寡核苷酸类似物，其与RNA或DNA的选定序列特异性杂交，其中核苷酸单元中的至少一个2'-脱氧呋喃糖基团被修饰。提供了治疗由各种病毒和其他致病因素引起的疾病的方法。